85268-71-9Relevant academic research and scientific papers
Radical Cation Diels-Alder Reactions of Non-Conjugated Alkenes as Dienophiles by Electrocatalysis
Ozaki, Atsushi,Yamaguchi, Yusuke,Okada, Yohei,Chiba, Kazuhiro
, p. 561 - 564 (2019)
Radical cation Diels-Alder reactions provide a powerful method for the construction of six-membered ring systems between both electron-rich dienes and dienophiles. However, the most recent examples of this class have been limited to β-methylstyrenes as di
Cu-Catalyzed cascades to carbocycles: Union of diaryliodonium salts with alkenes or alkynes exploiting remote carbocations
Zhang, Fengzhi,Das, Shoubhik,Walkinshaw, Andrew J.,Casitas, Alicia,Taylor, Michael,Suero, Marcos G.,Gaunt, Matthew J.
supporting information, p. 8851 - 8854 (2014/07/08)
Copper-catalyzed cascade reactions between alkenes or alkynes and diaryliodonium salts form carbocyclic products in a single step. Arylation of the unsaturated functional group is proposed to form a carbocation intermediate that facilitates hydride shift pathways to translocate the positive charge to a remote position and enables ring formation via a Friedel-Crafts-type reaction.
Boration Reactions with 1-Alkynes
Binnewirtz, Ralf-Juergen,Klingenberger, Helmut,Welte, Rainer,Paetzold, Peter
, p. 1271 - 1284 (2007/10/02)
Halodiorganoboranes R2BHal(R = Et, Ph) as well as benzyldihaloboranes PhCH2BHal2 undergo a regiospecific addition to the triple-bond of 1-alkynes ACCR'.The reversible haloboration (1) gives Z-alkenes as the more stable isomers.At elevated temperatures, the irreversible 1,1-organoboration (2) predominates, accompanied by a 1,2-transfer of A, whereas the 1,2-organoboration (3) is observed only as an unimportant side-reaction in a few cases.The cyclisation (4) occurs as a sequence of cis-haloboration and intramolecular aromatic alkenylation in the case of PhCH2BCl2 as borating agent.
